Facile chelation-controlled reductive opening of methoxybenzylidene acetals with Bu3SnH and MgBr2. Regioselective protection strategy as MPM ethers

✍ Scribed by Bao-Zhong Zheng; Megumi Yamauchi; Hiroo Dei; Shin-ichi Kusaka; Katsuya Matsui; Osamu Yonemitsu

• Book ID: 104210641
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 222 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)01017-0

✦ Synopsis

A mild and ecient regioselective reductive opening of methoxybenzylidene acetals using a combination of Bu 3 SnH and MgBr 2 . OEt 2 , mainly via ®ve-membered chelation intermediates is described. This reaction was applied to synthetic intermediates of myriaporon and tedanolide.