1451998-77-8Relevant articles and documents
Chemoenzymatic total synthesis of four stereoisomers of centrolobine
Nagarjuna, Bollipalli,Thirupathi, Barla,Venkata Rao, Chunduri,Mohapatra, Debendra K.
, p. 4916 - 4918 (2015/07/28)
Abstract Four stereoisomers of centrolobine, (3R,7S)-(-)-centrolobine (1), (3S,7S)-(-)-epi-centrolobine (2), (3S,7R)-(+)-centrolobine (3), and (3R,7R)-(+)-epi-centrolobine (4) have been achieved in an efficient manner in 24-28% overall yield over 9-10 linear steps starting from cheap and commercially available 4-methoxybenzaldehyde following chemoenzymatic protocol. The key features of this synthetic protocol are enzymatic resolution, cross-metathesis (CM), and our own developed tandem isomerization followed by C-O and C-C bond formation reaction.
A flexible enantioselective synthesis of (+)-centrolobine and 5-epi-diospongin-A using asymmetric transfer hydrogenation/tandem Grubbs cross-metathesis/oxy-Michael reaction as key steps
Kumaraswamy, Gullapalli,Rambabu, Dasa
, p. 196 - 201 (2013/04/10)
An efficient enantioselective synthesis of (+)-centrolobine and 5-epi-diospongin-A was achieved by the use of asymmetric transfer hydrogenation (ATH)/tandem Grubbs cross-metathesis/oxy-Michael reaction. Furthermore, this strategy allows for diastereodiver