162086-68-2

Upstream product

• 162238-42-8 (-)-(1R,2S,3R,6R,7S,10R)-6,10-dimethyltricyclo<5.3.0.0^2,6>dec-4-en-3-ol 
• 101244-82-0 (-)-(1S,5S,8S,9S,10R,13S)-8-tert-butyldimethylsilyloxy-3,12-dioxatetracyclo<8.2.1.0.^5,90^5,13>tridecan-4,11-dione 
• 101314-52-7 (+)-(1S,5S,8R,9S,10R,13S)-8-tert-butyldimethylsilyloxy-3,12-dioxatetracyclo<8.2.1.0.^5,90^5,13>tridecan-4,11-dione 
• 101244-83-1 (-)-(1S,5R,8S,9S,10S,13S)-8-benzyloxy-3,12-dioxatetracyclo<8.2.1.0.^5,90^5,13>tridecan-4,11-dione 
• 101244-86-4 (-)-(1S,5R,8S,9S,10S,13S)-8-benzyloxy-11-methoxy-11-methyl-3,12-dioxatetracyclo<8.2.1.0.^5,90^5,13>tridecan-4-one 
• 101244-85-3 (-)-(1S,5R,8S,9S,10R,13R)-8-tert-butyldimethylsilyloxy-11-methoxy-11-methyl-3,12-dioxatetracyclo<8.2.1.0^5,9.0^5,13>tridecan-4-one 
• 101244-80-8 (-)-R-4-(3-tert-butyldimethylsilyloxycyclopent-1-ene-1-carbonyloxymethyl)but-2-en-4-olide 
• 101244-88-6 (+)-(1S,4S,5S)-6,7-diacetyl-4-benzyloxy-1-methylbicyclo<3.2.0>heptane 
• 101244-87-5 (+)-(1S,2S,6S,7S,8S)-8-benzyloxy-3-hydroxymethyl-5-methoxy-1,5-dimethyl-4-oxatricyclo<5.3.0.0^2,6>decane 
• 101244-89-7 (-)-(1S,2S,6S,7S,8S)-8-benzyloxy-1,5-dimethyltricyclo<5.3.0.0^2,6>dec-4-en-3-one 
• 461406-43-9 3-(tert-Butyl-dimethyl-silanyloxy)-cyclopent-1-enecarboxylic acid methyl ester 

Relevant academic research and scientific papers

ASYMMETRIC TOTAL SYNTHESIS OF STOECHOSPERMOL USING INTRAMOLECULAR (2+2) PHOTOCYCLOADDITION REACTION

The first asymmetric total synthesis of stoechospermol, a representative spatane diterpene having cis, anti, cis-tricyclo2,6>decane ring system, was achieved.Using the intramolecular asymmetric (2+2) photocycloaddition reaction of the diastereomeric ester 11, the readily available butenolide 9 was transformed into the optically active dilactone 12a and 12b.Subsequent construction of tricyclic carbon ring system and introduction of substituents in a right stereochemistry gave rise to optically pure stoechospermol 1.

Enantioselective total synthesis of (+)-stoechospermol via stereoselective intramolecular (2+2) photocycloaddition of the chiral butenolide

Enantioselective total synthesis of (+)-stoechospermol 2, a representative of spatane diterpenes having a cis,anti,cis-tricyclo[5.2.0.02,6]decane skeleton, was achieved by employing a stereo- and regioselective intramolecular (2+2) photocycloaddition of (S)-γ-hydroxymethyl-γ-butenolide-derived ester 10.