White total synthesis

Thus, oxyluciferin has a molecular formula of C21H27ON72HCI. The total synthesis of Cypridina luciferin has been accomplished (Kishi et al., 1966c Inoue et al., 1969 Karpetsky and White, 1971 Nakamura et al., 2000). 

In the total synthesis of moracin M (61), a phytoalexin isolated from infected white mulberry, Widdowson et al. first prepared 2-stannylated benzofuran 58 from benzofuran 57 via direct metalation and treatment with Me3SnCl [57], Stannane 58 was then coupled with aryl iodide 59 to afford adduct 60, which was desilylated to moracin M (61). 

Avery MA, Jennings-White C, Chong KM. (1987) The total synthesis of (-i-)-artemisinin and (-i-)-9-desmethyltemesinin. Tetrahedron Lett 28 4629 632. 

In the total synthesis of 2-desoxystemodione, White and co-workers reported that intramolecular hydrogen bonding in a-hydroxyl aldehyde 61 activated the carbonyl group and constrained it in a reactive conformation of ene reaction to afford 62 in excellent yield (Scheme 7.14) [26]. In this ene reaction, one out of three allyUc positions was involved. 

White and coworkers used trans Addition of bromine and (-)-l-bomeol to 3,4-dihydro-2//-pyran to afford the stereoisomeric bomyl bromotetrahydropyranyl ethers (3) and (4 Scheme 44) which are employed in an enantioselective total synthesis of (-)-monic acid C (Scheme 5).10 A simple synthesis of 4-methylthio-l,2-dithiolane, the photosynthesis inhibitor of the green alga Chara globularis (Scheme 45),83 exploits the observation that allylic sulfides undergo rearrangement on addition of bromine.84 Block and Naganathan employed the trans addition of bromine to 4-thioacetoxycyclopentene as a key... 

White JD, Kuntiyong P, Lee TH (2006) Total Synthesis of Phorboxazole A. 1. Preparation of Four Subunits. Org Lett 8 6039... 

White and Kawasaki have employed a three-component strategy to access an advanced dienyl fragment in their total synthesis of (+)-latrunculin A 102 (Scheme... 

The myxalamides and the phenalamides have attracted some synthetic attention. A partial synthesis of myxalamide D (4) was reported by Cox and Whiting in which an anti aldol reaction was used to set the C-12/C-13 stereochemistry.4 In addition, a total synthesis of 2 was described by Andrus In this approach, an asymmetric alkylation set the distal stereocenter (C-16), while an asymmetric crotylboration created the anti stereorelationship at C-12/C-13. In contrast to the other synthetic efforts, the approach to 1 described in this chapter would enable a single asymmetric reaction early in the synthesis to produce the anti C-12/C-13 relationship as well as set the distal C-16 stereocenter.5... 

Avery, M. A. Chong, W. K. M. Jennings-White, C. Stereoselective total synthesis of (+)-artemisinin, the antimalarial constituent of Artemisia annua L. /. Am. Chem. Soc. 1992,... 

Cypridina luciferin is an imidazopyrazinone involved in the bioluminescence of the crustacean Cypridina (Vargula) hilgendotfii. The first total synthesis of this natural product was achieved by Kishi in 1966, which was followed by that of White and Karpetsky in 1971. Most recently, Nakamura et al. developed a convenient, direct procedure for this synthesis, employing Suzuki coupling (Eq. (36)) [67]. 

White and Hmciar reported the total synthesis of (+)-australine via tandem RCM-transannular cyclization (Scheme 64). 

Ley et al. [22] recently applied this method to the total synthesis of the antibiotic ( + )-milbemycin jSi(ii). Thus, hydroxy acid 31 was cyclized to macrolactone 32 in good yield (more than 49%) by slow addition (over 9 h) of a solution of 31 and triethylamine in acetonitrile to a refluxing solution of 28 in acetonitrile (Scheme 11). Another recent application of the Mukaiyama method is due to White and Bolton [23],... 

Heathcock CH, Graham SL, Pirrung MC, Plavac F, White CT (1979) Total Synthesis of Sesquiterpenes, 1970-1979. In ApSimon J (ed) Synthesis of Natural Products, Vol. V, p. 510. Wiley, New York, Chichester, Brisbane, Toronto, Singapore... 

Meyers, A. I., Miller, D. B and White, K H Chiral and achiral formamidine in synthesis. The first asymmetric route to (—)-yohirabone and an efficient total synthesis of ( )-yohim-bone, J. Am. Chem Soc., 110,4778, 1988. 

White, J.D, Blakemore, P.R., Browder, C.C., Hong, J., Lincoln, C.M., Nagorny, PA., Robarge, L.A., and Warthop, DJ. 2001. Total Synthesis of fiie Marine Toxin Polycavemoside A via Selective Macrolactonization of a Trihydroxy Carboxylic Acid. Journal of the American Chemical Society 123(35), 8593-8595. 

Several studies have been carried out for the synthesis of gymnodimine-components (Ahn et al. 2001 White et al. 2003 Johannes et al. 2005 Kong et al. 2005), but the total synthesis has yet to be achieved. The synthesis and production of intermediate components of gynmodimine appears essential for providing inummogens that will help its toxic monitoring in shellfish by methods other than the mouse bioassay. 

The glycosylation chemistry in White s total synthesis of avermectin Bia [13] is similar to Hanessian s synthesis of avermectin Bia (Scheme 12.9). Thus, the glycosidation of the... 

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