Kitahara total synthesis

Danishefsky, S., Kitahara, T. Useful diene for the Diels-Alder reaction. J. Am. Chem. Soc. 1974, 96, 7807. Danishefsky, S. Siloxy dienes in total synthesis. Acc. Chem. Res. 1981, 14, 400-406. 

In 1998 [102], Kitahara et al. reported also a convergent total synthesis of (-)-pironetin by using three chiral buiding blocks the (lS,5S,6R)-5-hydroxy-bicyclo[4.1.0]heptan-2-one, a dithiane and an epoxide. As in the previous synthesis, the nucleophilic addition of the dithiane to the epoxide... 

Kawasaki T, Onoda N, Watanabe H, Kitahara T (2001) Total Synthesis of ( )-Cocculolidine. Tetrahedron Lett 42 8003... 

Acaterin (1), isolated from a culture broth of Pseudomonas sp. A92 by Endo and co-workers/ is one of the acyl-CoA cholesterol acyltransferase (ACAT) inhibitors that are expected to be effective for the treatment of atherosclerosis and hypercholesterolemia, and also has remarkable antitumor activity. Since the total synthesis of acaterin reported by Kitahara and co-workers, synthetic strategies based on the MBH reaction have more recently been reported for this molecule almost simultaneously by three different research groups. Franck and Figadere first reported the synthesis of racemic acaterin 1 by condensation of ot,(3-unsaturated y-lactone 2 (99% ee) and octanal via a DABCO-mediated MBH reaction (Scheme 5.1). Unfortunately, using chiral (S)-2 (99% ee) as a reactant. 

Kitahara also accomphshed the total synthesis of 6a according to the method described by the Takemoto-Tanaka group in which the final formation of the nine-membered ring was achieved by RCM using Grubbs catalyst (Scheme 5.32) [82]. In their synthesis, the precursor 89 was prepared by the convergent synthetic strategy. 

Kitahara, Y Nakahara, S., Yonezawa, T., Nagatsn, M., and Kubo, A. (1993) Total synthesis of kuanoniatnine-A, ll-hydroxyasddidemin, and neocalliactine acetate. Heterocycles, 36,943-946. 

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