Question

C. 1. NaOtBu, HOtBu 2. TsCl/pyridine 3. NaN3 VO OH Collect Information: i. Characteristics of starting material that may be important: ii. Characteristics of reagents in step 1 iii. Characteristics of reagents in step 2 Identify Products Identify possible first steps, follow reaction pathway and draw mechanisms, circle reactive intermediates Distinguishing/Deciding on products Consider regioselectivity, stereoselectivity, and Thermodynamics/kinetics Check your work Alternate reactivity?

Answer 1

y The starting material is a secondary alcohal with an epoxide. reagent NadtByin tBu OH In acts Step as a 1, the base, - i) In step 2, the reagent Tsel ( tosyl chloride) acts as a goo! protecting group of seggen.

Y M3 .. vo 1. Nadt By, Buol . Y 2 Tsel / Pyridine - 3. Nana Mechanism : OH o 1. NaotBy, &Bolt OH oon J Nang product