Читать книгу Catalytic Asymmetric Synthesis - Группа авторов - Страница 36

Nonactivated ketones are useful Michael donors for the Michael reaction of α,β‐unsaturated aldehydes catalyzed by diphenylprolinol silyl ether (see above; Eq. 1.22) [47]. When ethyl 4‐oxo‐2‐pentenoate was employed as a nucleophile, a domino Michael/Michael reaction proceeded to afford a trisubstituted cyclopentanone in nearly enantiomerically pure form (Eq. 1.36). By using this reaction as a key step, a one‐pot, 152‐minute total synthesis of Corey lactone was realized [64]. Latanoprost [64b] and clinprost [65] were also synthesized by using the same key reaction.

(1.36)