A optical activity

Chiellini, E., Solaro, R., Galli,G. and Ledwith, A. Optically Active Synthetic Polymers Containing Pendant Carbazolyl Groups. Vol. 62, pp. 143 — 170. 

Predict the products, and whether each will be chiral or not, from the solvolysis of (a) optically active 9 (b) optically active 9a. How would you synthesize the solvolysis intermediates by the 77-route (See Problem 9.)... 

A highly stereoselective vinylogous Pummerer rearrangement of a optically active sulfoxide has been shown to proceed by a [l,4]-migration of the sulfinyl oxygen atom via an intermediate intimate ion pair (Scheme 12).16 The reaction occurs with high enantioselectivity when o-sulfinyl-substituted benzyl carbanions are treated with trimethylsilyl halides. 

When (,S)-l-phenylethyltrifluorosilane of 34% ee was allowed to react with 4-acetylphenyl triflate (a), optically active 1-phenyl-l-(4-acetylphenyl)ethane was isolated. At 50 °C, almost complete retention of configuration resulted, but at higher temperatures the degree of retention dropped linearly and finally inversion resulted above 75 °C (a in Fig. 10-1). A similar temperature dependency was also observed in the case of 3-formylphenyl triflate (b) [30]. 

Hann, A. C. O., Lapworth, A. Optically active esters of P-ketonic and P-aldehydic acid. Part IV. Condensation of aldehydes with menthyl acetoacetate. J. Chem. Soc. 1904, 85, 46-56. 

Stoll, A Hofmann, A. Optically Active Salts of the Lysergic Acid Derivatives and a Process for Their Preparation and Isolation 1948 US 2,447,214. 

---