168784-75-6

Downstream Products

• 168784-84-7 (1S,2R,4S,6S,7R)-4-((R)-1-Hydroxy-2-methyl-1-phenyl-propyl)-7,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decane-5-carboxylic acid tert-butyl ester 
• 168784-83-6 (1S,2R,4S,6S,7R)-4-((R)-1-Hydroxy-1-phenyl-propyl)-7,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decane-5-carboxylic acid tert-butyl ester 
• 168784-82-5 (1S,2R,4S,6S,7R)-4-((R)-1-Hydroxy-1-phenyl-ethyl)-7,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decane-5-carboxylic acid tert-butyl ester 
• 168784-85-8 (1S,2R,4S,6S,7R)-4-((R)-1-Hydroxy-1-phenyl-allyl)-7,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decane-5-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Camphor-derived 2-stannyl-N-Boc-1,3-oxazolidine: A new chiral formylanion equivalent for the asymmetric synthesis of 1,2-diols

Optically pure 2-tributylstannyl-N-Boc-1,3-oxazolidine 6, prepared from the camphor-derived aminoalcohol 5, was converted to diastereomerically pure 2-acyl derivatives 8 in three steps. Reaction of these ketones with Grignard reaagents at -78°C proceeded with high stereoselectivity affording tertiary carbinols which gave 1,2-diols with >96% ee after hydrolysis and reduction of the intermediate α-hydroxy aldehydes. A new deblocking procedure of the t-Boc group is also described.