Accession Number:

ADA126094

Title:

Gem-Difluoroallyllithium: Preparation by Lithium-Halogen Exchange and Utilization in Organosilicon and Organic Synthesis.

Descriptive Note:

Technical rept.,

Corporate Author:

MASSACHUSETTS INST OF TECH CAMBRIDGE DEPT OF CHEMISTRY

Report Date:

1983-03-23

Pagination or Media Count:

39.0

Abstract:

GEM-Difluoroallyllithium may be generated by lithiumbromine exchange between n-butyllithium and CH2CHCF2Br at -95 degrees C using an in situ procedure. When this LiCF2CHCH2 preparation is carried out in the presence of chlorosilanes, aldehydes, ketones and esters, products of type R3SiCF2CHCH2, RCHOHCF2CHCH2, RRC-OHCF2CHCH, respectively, are formed, often in good yield. The factors determining the regioselectivity in additions to C0 of unsymmetrically substituted allylic lithium reagents are discussed. Author

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE