Enantioselective total synthesis of (-)- and (+)-petrosin.

Authors :: Toya H
Okano K
Takasu K
Ihara M
Takahashi A
Tanaka H
Tokuyama H
Source :: Organic letters [Org Lett] 2010 Nov 19; Vol. 12 (22), pp. 5196-9. Date of Electronic Publication: 2010 Oct 18.
Publication Year :: 2010
Abstract: The enantioselective total synthesis of (-)- and (+)-petrosin is described. The union of two key segments was executed by Suzuki-Miyaura coupling. The quinolizidine rings were stereoselectively constructed via a diastereoselective Mannich reaction and an aza-Michael reaction. The 16-membered ring was constructed by ring-closing metathesis with the second-generation Grubbs catalyst.