Skip to main content

Enantioselective synthesis of antitumor active 7 alpha-substituted steroids

Objective



Task 1: 2,3-disubstituted cyclopentanones with vinyl groups at C-3 should be prepared via an asymmetric Tandem 1,4-addition/ Dieckmann cyclization. Task 2: The diastereoselectivity of the Claisen rearrangement of chiral propargyl enol ethers towards 2,2,3-trisubstituted cyclopentanones should be investigated.
Task 3: The proposed synthesis of 7a-substituted steroids should follow the D-> ABCD approach which has not been accomplished yet. The ring D building block has to be connected with an alkyne side chain forming an enediyne. A diastereoselective cobaltmediated cyclization of this enediyne should afford the steroidal skeleton with 7a-configuration. This steroid should be converted into biologically active steroids with antitumor activities.
Task 4: Starting from a key intermediate which allows the introduction of unnatural substituents at C-7 on a very late step of the synthesis a variety of 7a-substituted steroids should be prepared. The pharmacological properties of these new unnatural steroids should be investigated.

Call for proposal

Data not available

Coordinator

UNIVERSITAET KONSTANZ
Address
Universitaetstrasse 10
78457 Konstanz
Germany

See on map

Links

Participants (1)

Not available
Spain
Links