Tetrahedron
Tetrahedron
5 years ago

Enantioselective synthesis of crotyl geminal bis(silane) and its usage for asymmetric Sakurai allylation of acetals

Enantioselective synthesis of crotyl geminal bis(silane) and its usage for asymmetric Sakurai allylation of acetals
Enantioselective synthesis of crotyl geminal bis(silane) 4 has been developed by an asymmetric [1, 5]-hydride shift of allylic hydrazine. SnCl4-promoted Sakurai allylation of (R)-4 with acetals leads to chemoselective desilylation of SiMe3, generating E-syn-(S, R)-5 in good yields with high E/Z-, diastereo- and enantioselectivity.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017304775

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