Chiral crotyl geminal bis(silane): a useful reagent for asymmetric Sakurai allylation by selective desilylation-enabled chirality transfer.

Chem Commun (Camb)

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China. and State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, 610041, China.

Published: March 2017

Enantioselective synthesis of SiMe/SiPhMe-substituted crotyl geminal bis(silane) has been developed. This compound is a useful reagent for PhCB(CF)-catalyzed asymmetric Sakurai allylation and one-pot Sakurai allylation/Prins cyclization processes. Chemoselective desilylation of SiPhMe leads to efficient chirality transfer.

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Source
http://dx.doi.org/10.1039/c7cc00632bDOI Listing

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