Threo-selective aldol condensations of lithium enolates in the presence of trialkylboranes

✍ Scribed by Yoshinori Yamamoto; Hidetaka Yatagai; Kazuhiro Maruyama

• Book ID: 104220848
• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 164 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)87349-9

✦ Synopsis

The reaction of preformed lithium enolates in the presence of trialkylboranes, such as Et3B and n-Bu3B, with aldehydes leads to product mixtures rich in the more stable threo aldol.

The development of the diastereoselective synthesis of t3-hydroxycarbonyl compounds as a basic synthetic block for macrolide, polyether, or ansamycin