75419-15-7

Usage

InChI:InChI=1/C20H34O4/c1-15(2)7-9-18(22)16(3)6-5-12-20(4)19(23)10-8-17(11-13-21)14-24-20/h7,11,16,19,21,23H,5-6,8-10,12-14H2,1-4H3/b17-11+/t16?,19-,20+/m0/s1

Upstream product

• 20038-12-4 4-bromo-2-methylbut-1-ene 
• 121741-37-5 9-{(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-2-methyl-oxepan-2-yl}-2,6-dimethyl-non-2-en-5-ol 
• 2468-55-5 5-iodopent-1-yne 
• 100582-57-8 (6E)(2SR,3RS)-3-dimethyl-t-butyl-silyloxy-6-(2-dimethyl-t-butyl-silyloxyethylidene)-2-(5-hydroxy-4-methylpentyl)-2-methyloxepane 
• 73541-16-9 5-iodo-2-methylpent-1-en 
• 73617-77-3 Acetic acid (2S,3R)-2-(5-hydroxy-4,8-dimethyl-non-7-enyl)-2-methyl-6-oxo-oxepan-3-yl ester 
• 73617-69-3 5-((8S,9R)-9-Benzyloxy-8-methyl-1,4,7-trioxa-spiro[4.6]undec-8-yl)-2-methyl-pentanal 
• 73617-66-0 5-((8S,9R)-9-Benzyloxy-8-methyl-1,4,7-trioxa-spiro[4.6]undec-8-yl)-2-methyl-pentan-1-ol 
• 100582-59-0 (2SR,3RS,6E)-3-t-butyldimethylsiloxy-(2-t-butyldimethylsiloxyethilidene)-2-(4,8-dimethyl-5-oxo-non-7-enyl)-2-methyloxepane 
• 67441-39-8 Acetic acid (2S,3R)-6-[2-acetoxy-eth-(E)-ylidene]-2-(4,8-dimethyl-5-oxo-non-7-enyl)-2-methyl-oxepan-3-yl ester 
• 50585-10-9 3-methyl-2-butenyllithium 
• 67441-39-8 Acetic acid (2S,3R)-6-[2-acetoxy-eth-(Z)-ylidene]-2-(4,8-dimethyl-5-oxo-non-7-enyl)-2-methyl-oxepan-3-yl ester 
• 73416-39-4 Acetic acid (2S,3R)-6-[2-acetoxy-eth-(E)-ylidene]-2-[4,8-dimethyl-5-(tetrahydro-pyran-2-yloxy)-non-7-enyl]-2-methyl-oxepan-3-yl ester 
• 67441-42-3 Acetic acid (2S,3R)-6-[2-acetoxy-eth-(E)-ylidene]-2-(5-hydroxy-4,8-dimethyl-non-7-enyl)-2-methyl-oxepan-3-yl ester 

Relevant academic research and scientific papers

A SYNTHESIS OF ZOAPATANOL

Organomagnesium chemistry plays a crusial role in the stereoselective construction of the two tri-substituted alkenes in the diol (3)-a key intermediate in a synthesis of the spasmogenic diterpenoid zoapatanol (1).A Ni(0)-catalysed coupling of MeMgBr with a dihydrofuran gives the C(6)-C(7) alkene; carbomagnesiation or hydromagnesiation of acetylene intermediates gives the C(2)-C(3) alkene.

A Total Synthesis of Zoapatanol

A key step in a new synthesis of zoapatanol involves stannic chloride catalysed isomerisation of the epoxy diol (21) to the oxepane (22) with inversion of configuration of the tertiary carbon atom.Differential protection of the hydroxy groups allows oxida

TOTAL SYNTHESIS OF (+/-) ZOAPATANOL

A stereoselective synthesis of (+/-) zoapatanol is described.