SYNTHESIS OF 2-VINYL-1,3-DIOLS VIA HIGHLY STEREOSELECTIVE REDUCTION OF 2-VINYL ALDOLS USING TRIMETHYLSILYL STEREO-DIRECTING GROUP

DOI: 10.1016/S0040-4039(00)85440-4

Source and publish data:

Tetrahedron Letters p. 6233 - 6236 (1986)

Update date:2022-08-04

Topics:

Authors:

Suzuki, Keisuke

Shimazaki, Masato

Tsuchihashi, Gen-ichi

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Article abstract of DOI:10.1016/S0040-4039(00)85440-4

Stereo-defined 2-vinyl-1,3-diols are synthesized by the reduction of aldol derivatives bearing α-trimethylsilylvinyl group at C(2) (LiBEt3H/THF, -78 deg C), which proceeds highly stereoselectively to give 1,2-syn isomer as the sole product.

Full text of DOI:10.1016/S0040-4039(00)85440-4

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